A historic building with a green roof, surrounded by well-maintained gardens and a stone fence.

Vacation Homes in Durham Region

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Durham Region vacation homes

Private kitchen

1. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.4 out of 10, Very Good, (13 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is AED 458
AED 932 total
includes taxes & fees
3 Aug - 4 Aug
New Modern Home + Free Parking In Ajax
2 bedrooms, desk, iron/ironing board, WiFi (free)

2. Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry
Port Perry
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful property, and amazing host!"
Canada
Brian
The price is AED 537
AED 746 total
includes taxes & fees
3 Aug - 4 Aug
Modern luxury suite near historic downtown Port Perry
Private kitchen

3. Cozy Ensuite Room in Oshawa

Cozy Ensuite Room in Oshawa
Taunton
Cozy Ensuite Room in Oshawa
Smart TV, fireplace

4. Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.4 out of 10, Exceptional, (15 reviews)
"Very clean, host was excellent parking was good, kitchen could have a bigger refrigerator, freezer part of refrigerator needs to have ice removed had a scrape to get my ice packs in"
Canada
Curtis H.
The price is AED 198
AED 482 total
includes taxes & fees
5 Aug - 6 Aug
Entire 1 bedroom basement suite with separate entrance in North Oshawa
1 bedroom, desk, WiFi (free), bed sheets

5. Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything

Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Ajax
10.0 out of 10, Exceptional, (16 reviews)
"We had a great stay at this clean, spacious and convenient property. Highly recommended it for anyone that prefers a larger accommodation over a local hotel."
Canada
Gianclaudio
The price is AED 309
AED 462 total
includes taxes & fees
31 Aug - 1 Sep
Brand New Luxury Entire Private Suite, Open Concept Retreat, close to everything
Living area

6. Uxbridge Grand Estate - Main House on 27 Acres

Uxbridge Grand Estate - Main House on 27 Acres
Uxbridge
Uxbridge Grand Estate - Main House on 27 Acres
Coffee/tea maker, fridge, microwave, oven

7. 5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down

5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down
Whitby
8.0 out of 10, Very Good, (1 review)
"Nicely laid out. Would suit well for 4 couples. Not made for cooks. Very limited kitchen supplies. Living room, bathrooms and bedrooms all well supplied and nicely laid out.The master bath is very nice. Would stay here again."
Canada
Sandra E.
5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down
Microwave, oven, stovetop, dishwasher

8. Lakeside Luxe

Lakeside Luxe
Pickering
10.0 out of 10, Exceptional, (4 reviews)
"It is a dramatic home on a quiet street a couple of blocks from the lake. We enjoyed our stay."
United States
Janis L.
Lakeside Luxe
Smart TV, fireplace

9. Stunning & Bright - My home is close to the highway & Thermea Spa

Stunning & Bright - My home is close to the highway & Thermea Spa
Whitby
8.4 out of 10, Very Good, (5 reviews)
"In town for OMHA finals and this was perfect. Nice and close to each arena. Host was great and quick to respond."
Canada
L M.
Stunning & Bright - My home is close to the highway & Thermea Spa
Smart TV

10. Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)

Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Pickering
9.2 out of 10, Wonderful, (5 reviews)
"I had a wonderful stay! The place was clean, cozy, and exactly what I needed. The host was welcoming and made everything easy. I’d definitely recommend it and would love to come back again!"
Canada
Nyajah H.
The price is AED 981
AED 1,707 total
includes taxes & fees
3 Aug - 4 Aug
Serene Stays - Pickering (5 Beds, 2.5 Baths, 4 Parking)
Interior

11. BEACH HOUSE : FIRST FLOOR

BEACH HOUSE : FIRST FLOOR
Pickering
10.0 out of 10, Exceptional, (1 review)
"The location was wonderful and Tanika was a great host. House was clean and well organized. Definitely would book with her again!"
United States
Mysty K.
The price is AED 293
AED 622 total
includes taxes & fees
1 Sep - 2 Sep
BEACH HOUSE : FIRST FLOOR
Smart TV

12. Cozy Oshawa Family Escape

Cozy Oshawa Family Escape
Lakeview
9.8 out of 10, Exceptional, (6 reviews)
"The house was very clean and spacious. The host was responsive and flexible to our needs. We would stay here again."
Canada
Jennifer H.
Cozy Oshawa Family Escape
Lobby

13. Soft landing spot | Relaxed basement hideout

Soft landing spot | Relaxed basement hideout
Ajax
8.0 out of 10, Very Good, (1 review)
"Great location and pet friendly!Host was kind and easy to communicate with.Could only see one photo on the listing- rest of property is nice.Minimal counter space in the bathroom.Only one sink/basin in kitchen, no dishwasher.Couldn't figure out to operate the dryer."
Canada
Mara S.
Soft landing spot | Relaxed basement hideout
Terrace/patio

14. Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Beaverton
9.2 out of 10, Wonderful, (74 reviews)
"Very nice place to stay!!!"
United States
Derrick B.
The price is AED 1,179
AED 2,350 total
includes taxes & fees
16 Aug - 17 Aug
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place
Private kitchen

15. Affordable stay at a friendly neighborhood. Close by Durham college

Affordable stay at a friendly neighborhood. Close by Durham college
Courtice
2.0 out of 10, (1 review)
"This listing was a nightmare - the place was disgusting and we will never come back. The only good thing was the host was responsive and issued our money back. "
Canada
muziqlistnr
The price is AED 233
AED 432 total
includes taxes & fees
3 Aug - 4 Aug
Affordable stay at a friendly neighborhood. Close by Durham college
Interior

16. A beautiful Walkout basement

A beautiful Walkout basement
Pickering
9.6 out of 10, Exceptional, (7 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is AED 413
AED 1,042 total
includes taxes & fees
5 Aug - 6 Aug
A beautiful Walkout basement
Beach

17. Green Door

Green Door
Beaverton
9.2 out of 10, Wonderful, (12 reviews)
"House was clean. Everything works. Great location. Had a great time. Would stay again. "
Canada
Todd P.
Green Door
Exterior

18. Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton

Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
Beaverton
9.8 out of 10, Exceptional, (6 reviews)
"The location of the house was great. A nice quiet remodeled farmhouse. Will definitely stay here again!"
United States
Elizabeth Z.
Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
3 bedrooms, iron/ironing board, WiFi, bed sheets

19. Sleek 3 bedroom contemporary stay - close to 401, Ajax Go Station and Downtown

Sleek 3 bedroom contemporary stay - close to 401, Ajax Go Station and Downtown
Ajax
Sleek 3 bedroom contemporary stay - close to 401, Ajax Go Station and Downtown
Smart TV, fireplace

20. Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.

Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
Port Perry
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay! The space was clean, spacious and comfortable with all the comforts of home. Beautifully decorated on an amazing property. We were able to enjoy the sunshine on the wrap around porch and take a little nature walk. We hope to be back again soon."
Canada
Andrea B.
The price is AED 1,179
AED 2,199 total
includes taxes & fees
11 Aug - 12 Aug
Cozy 3 Bedroom Home Neighbouring Dagmar Ski Resort. Only 1 Hour from Toronto.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Durham Region Hotel Reviews

Homewood Suites Ajax, Ontario, Canada

Homewood Suites Ajax, Ontario, Canada

8/10 Good
"The breakfast was decent—nothing exceptional, but with a good variety of options. The bed was very comfortable, and the soundproofing was good."
Shu 1-night trip
Posted 1 hour ago
Homewood Suites Ajax, Ontario, Canada

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